Ruthenium‐Catalyzed Redox Isomerization of Trifluoromethylated Allylic Alcohols: Mechanistic Evidence for an Enantiospecific Pathway | Zendy

Bizet Vincent | Zendy; Pannecoucke Xavier | Zendy; Renaud JeanLuc | Zendy; Cahard Dominique | Zendy

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Ruthenium‐Catalyzed Redox Isomerization of Trifluoromethylated Allylic Alcohols: Mechanistic Evidence for an Enantiospecific Pathway

Author(s) -

Bizet Vincent,

Pannecoucke Xavier,

Renaud JeanLuc,

Cahard Dominique

Publication year - 2012

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201200827

Subject(s) - chemistry , isomerization , allylic rearrangement , ruthenium , enantioselective synthesis , intramolecular force , redox , catalysis , transfer hydrogenation , combinatorial chemistry , photochemistry , organic chemistry

Transfer news : A synthetic approach to chiral β‐CF 3 ‐substituted saturated carbonyl compounds has been developed in which ruthenium complexes efficiently catalyze the redox isomerization of CF 3 ‐bearing allylic alcohols by an intramolecular suprafacial enantiospecific 1,3‐hydrogen transfer (see scheme). This method was used for the enantioselective synthesis of ( S )‐CF 3 ‐citronellol.

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